US1943513A - Chemical compound - Google Patents
Chemical compound Download PDFInfo
- Publication number
- US1943513A US1943513A US569838A US56983831A US1943513A US 1943513 A US1943513 A US 1943513A US 569838 A US569838 A US 569838A US 56983831 A US56983831 A US 56983831A US 1943513 A US1943513 A US 1943513A
- Authority
- US
- United States
- Prior art keywords
- lead
- nitro
- salt
- basic
- cresylate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 150000001875 compounds Chemical class 0.000 title description 5
- 239000000203 mixture Substances 0.000 description 19
- 150000003839 salts Chemical class 0.000 description 17
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical class CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 13
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 229940051043 cresylate Drugs 0.000 description 12
- 230000037452 priming Effects 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- RLJMLMKIBZAXJO-UHFFFAOYSA-N lead nitrate Chemical compound [O-][N+](=O)O[Pb]O[N+]([O-])=O RLJMLMKIBZAXJO-UHFFFAOYSA-N 0.000 description 7
- 239000002360 explosive Substances 0.000 description 6
- 239000000446 fuel Substances 0.000 description 5
- 239000002244 precipitate Substances 0.000 description 5
- 238000004519 manufacturing process Methods 0.000 description 3
- IWOUKMZUPDVPGQ-UHFFFAOYSA-N barium nitrate Chemical compound [Ba+2].[O-][N+]([O-])=O.[O-][N+]([O-])=O IWOUKMZUPDVPGQ-UHFFFAOYSA-N 0.000 description 2
- 239000003999 initiator Substances 0.000 description 2
- MHWLNQBTOIYJJP-UHFFFAOYSA-N mercury difulminate Chemical compound [O-][N+]#C[Hg]C#[N+][O-] MHWLNQBTOIYJJP-UHFFFAOYSA-N 0.000 description 2
- 230000001376 precipitating effect Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- QNRATNLHPGXHMA-XZHTYLCXSA-N (r)-(6-ethoxyquinolin-4-yl)-[(2s,4s,5r)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]methanol;hydrochloride Chemical compound Cl.C([C@H]([C@H](C1)CC)C2)CN1[C@@H]2[C@H](O)C1=CC=NC2=CC=C(OCC)C=C21 QNRATNLHPGXHMA-XZHTYLCXSA-N 0.000 description 1
- ZXVONLUNISGICL-UHFFFAOYSA-N 4,6-dinitro-o-cresol Chemical group CC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O ZXVONLUNISGICL-UHFFFAOYSA-N 0.000 description 1
- CZYANASLDZZAKQ-UHFFFAOYSA-N 4-diazo-2,3-dinitrocyclohexa-1,5-dien-1-ol Chemical compound OC1=C([N+]([O-])=O)C([N+]([O-])=O)C(=[N+]=[N-])C=C1 CZYANASLDZZAKQ-UHFFFAOYSA-N 0.000 description 1
- 229910021346 calcium silicide Inorganic materials 0.000 description 1
- ZCDOYSPFYFSLEW-UHFFFAOYSA-N chromate(2-) Chemical class [O-][Cr]([O-])(=O)=O ZCDOYSPFYFSLEW-UHFFFAOYSA-N 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- -1 nitro organic compound Chemical class 0.000 description 1
- 230000009972 noncorrosive effect Effects 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 238000009527 percussion Methods 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- OXNIZHLAWKMVMX-UHFFFAOYSA-N picric acid Chemical compound OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- IXHMHWIBCIYOAZ-UHFFFAOYSA-N styphnic acid Chemical compound OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C(O)=C1[N+]([O-])=O IXHMHWIBCIYOAZ-UHFFFAOYSA-N 0.000 description 1
- YPMOSINXXHVZIL-UHFFFAOYSA-N sulfanylideneantimony Chemical compound [Sb]=S YPMOSINXXHVZIL-UHFFFAOYSA-N 0.000 description 1
- GVCGWXSZNUOTDW-UHFFFAOYSA-N sulfo cyanate Chemical compound OS(=O)(=O)OC#N GVCGWXSZNUOTDW-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C06—EXPLOSIVES; MATCHES
- C06B—EXPLOSIVES OR THERMIC COMPOSITIONS; MANUFACTURE THEREOF; USE OF SINGLE SUBSTANCES AS EXPLOSIVES
- C06B41/00—Compositions containing a nitrated metallo-organic compound
- C06B41/02—Compositions containing a nitrated metallo-organic compound the compound containing lead
-
- C—CHEMISTRY; METALLURGY
- C06—EXPLOSIVES; MATCHES
- C06B—EXPLOSIVES OR THERMIC COMPOSITIONS; MANUFACTURE THEREOF; USE OF SINGLE SUBSTANCES AS EXPLOSIVES
- C06B25/00—Compositions containing a nitrated organic compound
- C06B25/04—Compositions containing a nitrated organic compound the nitrated compound being an aromatic
Definitions
- This invention relates to certain new chemical compounds of a somewhat explosive nature, to the preparation of such compounds, and to their use either alone or in conjunction with other substances as explosive compositions, particularly as compositions for use as ammunition priming mixtures.
- the compounds are derivatives of ortho cresol, particularly lead salts of 3-5 di-nitro ortho cresol. Two such lead salts have been discovered, and their analyses indicate compositions corresponding respectively to mono-basic lead 3-5 dinitro cresylate and di-basic lead 3-5 (ii-nitro cresylate.
- the mono-basic salt is prepared as follows: A solution of 1.98 grams of 3-5 di-nitro ortho cresol and .8 grams of sodium hydroxide in 100 c. c. of water is dropped into a solution of 3.5 grams of lead nitrate in'100 c. c. of water, at-a temperature between and C.
- the precipi tate which is of a light yellow color and of fluffy character, is filtered off and washed with water. It has a lead content of l-8.84%, corresponding substantially to the theoretical lead content,
- the di-basic salt is prepared as follows: A solution of 1.98 grams of 3-5 di-nitro ortho cresol and 1.2 grams of sodium hydroxide in 100 c. c. of water is dropped slowly into a solution of 10.5 grams of lead nitrate in 100 c. c. of water, at atemperature between 80 and C. After cooling, the precipitate is filtered off, washed and dried. Said precipitate is in the form of brownish rhombic crystals. It will be noted that the quantity of lead nitrate is an excess of about %-over the theoretically re-acting quantity. It is necessary to use such an excess of lead nitrate in order to secure a crystalline precipitate.
- Both of these salts have been found useful as priming mixture ingredients, particularly priming mixture fuels.
- the di-basic salt is preferred for this purpose on account of its greater density and crystalline character.
- the semi-explosive character of. either salt adds to its value as a priming mixture fuel, since mixtures containing such semi-explosive fuels tend to be more sensitive to percussion than mixtures utilizing only inert substances as fuels.
- Typical priming mixtures are included in the following table:
- the explosive, mercury fulminate may be replaced wholly or in part by a nitro organic compound, such as a lead salt of styphnic acid, or such a salt in admixture with guanylnitrosaminoguanyltetracene, lead methylene di-iso nitro amine, diazo-di nitro phenol, a lead salt of picric acid, and similar explosive bodies.
- a nitro organic compound such as a lead salt of styphnic acid, or such a salt in admixture with guanylnitrosaminoguanyltetracene, lead methylene di-iso nitro amine, diazo-di nitro phenol, a lead salt of picric acid, and similar explosive bodies.
- Suitable non-corrosive oxidizers include other nitrates, such as normal or basic lead nitrate, chromates; permanganates, oxides and peroxides.
- Other fuels such as lead sulphocyanate, antimony sulphide and/or calcium silicide, may likewise be used in conjunction with the lead salts of 3-5 di-nitro ortho cresol.
- the said lead salts being themselves novel, the appended claims are to be broadly construed.
- a priming composition containing a lead salt of 3-5 di-nitro ortho cresol, a, suitable combustion initiator, and a suitableoxidizer.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
The use of the theoretical quantity results in an Y Patented Jan. 16 1934 UNITED STATES PATENT OFFICE Remington 'Arms of Delaware No Drawing.
13 Claims.
This invention relates to certain new chemical compounds of a somewhat explosive nature, to the preparation of such compounds, and to their use either alone or in conjunction with other substances as explosive compositions, particularly as compositions for use as ammunition priming mixtures.
The compounds are derivatives of ortho cresol, particularly lead salts of 3-5 di-nitro ortho cresol. Two such lead salts have been discovered, and theiranalyses indicate compositions corresponding respectively to mono-basic lead 3-5 dinitro cresylate and di-basic lead 3-5 (ii-nitro cresylate.
The mono-basic salt is prepared as follows: A solution of 1.98 grams of 3-5 di-nitro ortho cresol and .8 grams of sodium hydroxide in 100 c. c. of water is dropped into a solution of 3.5 grams of lead nitrate in'100 c. c. of water, at-a temperature between and C. The precipi tate, which is of a light yellow color and of fluffy character, is filtered off and washed with water. It has a lead content of l-8.84%, corresponding substantially to the theoretical lead content,
49.19%, of mono-basic lead 3-5 di-nitro ortho cresylate having the structural formula COPbOH H-C c-crn NOz-Cl C-NOZ The di-basic salt is prepared as follows: A solution of 1.98 grams of 3-5 di-nitro ortho cresol and 1.2 grams of sodium hydroxide in 100 c. c. of water is dropped slowly into a solution of 10.5 grams of lead nitrate in 100 c. c. of water, at atemperature between 80 and C. After cooling, the precipitate is filtered off, washed and dried. Said precipitate is in the form of brownish rhombic crystals. It will be noted that the quantity of lead nitrate is an excess of about %-over the theoretically re-acting quantity. It is necessary to use such an excess of lead nitrate in order to secure a crystalline precipitate.
amorphous yellow precipitate only. The precipitated compound is found upon analysis to have a lead content of 57.35% which is almost identi- Company, Inc., a. corporation Application October 19, 1931 Serial No. 569,838
(Cl. 52-4) cal with the theoretical lead content-57.36%, of
di-basic lead 3-5 di-nitro ortho cresylate of the formulaa it Both of these salts have been found useful as priming mixture ingredients, particularly priming mixture fuels. The di-basic salt, however, is preferred for this purpose on account of its greater density and crystalline character. The semi-explosive character of. either salt adds to its value as a priming mixture fuel, since mixtures containing such semi-explosive fuels tend to be more sensitive to percussion than mixtures utilizing only inert substances as fuels.
Typical priming mixtures are included in the following table:
Mercury fulminate 30% to 50% Barium nitrate l 20% to 40% Mono-basic or di-basic lead 3-5 di-nitro ortho cresylate 5% to 15% Abrasive substantially 20% This formula, however, is merely typical. The explosive, mercury fulminate, may be replaced wholly or in part by a nitro organic compound, such as a lead salt of styphnic acid, or such a salt in admixture with guanylnitrosaminoguanyltetracene, lead methylene di-iso nitro amine, diazo-di nitro phenol, a lead salt of picric acid, and similar explosive bodies. Suitable non-corrosive oxidizers include other nitrates, such as normal or basic lead nitrate, chromates; permanganates, oxides and peroxides. Other fuels, such as lead sulphocyanate, antimony sulphide and/or calcium silicide, may likewise be used in conjunction with the lead salts of 3-5 di-nitro ortho cresol. The said lead salts being themselves novel, the appended claims are to be broadly construed.
. What is claimed is:
1. As a composition of matter, a lead salt of 3-5 di-nitro ortho cresol.
2. As a composition of matter, 'a basic lead salt of 3-5 di-nitro ortho cresol.
3. As a composition of matter, mono-basic lead 3-5 di-nitro ortho cresylate. 1
4. As a composition of matter, di-basic lead 3-5 di-nitro ortho cresylate.
5. A priming composition containing a lead salt of 3-5'di-nitro ortho cresol.
7. A priming compositionfcontaining monobasic lead 3-5 di-nitro ortho cresylate.
8. A priming composition containing di-basic lead 3-5 di nitro ortho cresylate. i
9. A priming composition containing a lead salt of 3-5 di-nitro ortho cresol, a, suitable combustion initiator, and a suitableoxidizer.
10. A priming composition containing di-basic lead 3-5 di-nitro ortho cresylate. a suitable come bustion initiator, and a suitable oxidizer.
' 11. The method of making a lead salt of 3-5 di-nitro ortho cresolwhich comprises the addimaasis :di-nitro ortho cresol.
12. The method of making mono-basic lead 3-5 di-nitro ortho cresylate which comprises precipitating said salt by the addition to a solution of 6. A priming composition containing a basiclead salt of 3-5 di-nitro ortho cresol.
3.5 grams of lead nitrate in 1000. c. of water of a solution of 1.98 grams of 3-5 di-nitro ortho cresol and .8 grams of sodium hydroxide in 100 c. c. of. water at a temperature between and C.
13. The method of making (ii-basic lead 3-5 di-nitro ortho cresylate which comprises precipitating said salt by the addition to a. solution of 10.5 grams of lead nitrate in 100.c. c. of water of a solution of 1.98 grams of 3-'5 di-nitro ortho cresol and 1.2 grams of sodium hydroxide in c. c. of water at a temperature between 80 and WIILI BRfiN.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US569838A US1943513A (en) | 1931-10-19 | 1931-10-19 | Chemical compound |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US569838A US1943513A (en) | 1931-10-19 | 1931-10-19 | Chemical compound |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US1943513A true US1943513A (en) | 1934-01-16 |
Family
ID=24277090
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US569838A Expired - Lifetime US1943513A (en) | 1931-10-19 | 1931-10-19 | Chemical compound |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US1943513A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2511669A (en) * | 1945-10-20 | 1950-06-13 | Du Pont | Ignition composition |
-
1931
- 1931-10-19 US US569838A patent/US1943513A/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2511669A (en) * | 1945-10-20 | 1950-06-13 | Du Pont | Ignition composition |
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